2S,6S,8S)-2,8-DIMETHYL-1,7-DIOXASPIRO[5.5]UNDECANE - A NATURAL SPIROACETAL LACKING ANOMERIC STABILIZATION

Authors
CHEN JJ FLETCHER MT KITCHING W
Citation
Jj. Chen et al., 2S,6S,8S)-2,8-DIMETHYL-1,7-DIOXASPIRO[5.5]UNDECANE - A NATURAL SPIROACETAL LACKING ANOMERIC STABILIZATION, Tetrahedron : asymmetry, 6(4), 1995, pp. 967-972
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
4
Year of publication
1995
Pages
967 - 972
Database
ISI
SICI code
0957-4166(1995)6:4<967:2-ANS>2.0.ZU;2-O
Abstract
The absolute stereochemistry of the non-anomerically stabilised spiroa cetal, (Z,Z)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane, 4 which is a si gnificant component of the pheromonal gland secretion of the cucumber fly (Bactrocera cucumis French) is shown to be (2S,6S,8S) by synthesis of its enantiomer, and chiral gas chromatographic analyses.